Protoberberine ausReissert-Verbindungen, 4. Mitt. Eine neue Synthese des (�)-Alamaridins und des (�)-epi-Alamaridins

Reimann, Eberhard; Renz, H.

doi:10.1007/bf00811089

Cited by 10 publications

(2 citation statements)

References 6 publications

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“…Thus, e.g. treatment of 2'-brominated benzyltetrahydroisoquinoline carbamates (45) with excess methyllithium provides the 8-methyleneprotoberberines (46) in good yield via the corresponding not obtainable berberinones I. Reduction with NaBH 4 give the B/C trans-8-methylprotoberberines 47a and 47b exclusively [26] (Scheme 4).…”

Section: C-8c-8a-bond Formationmentioning

confidence: 98%

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Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

Reimann

2009

COC

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The protoberberines are a widespread, important group of isoquinoline alkaloids. Due to the potent pharmacological and other bioactive properties they have achieved an increasing attention in medicinal chemistry and drug research. This article will give a brief structural classification of the protoberberines and related compounds, the biosynthesis, a compilation of new alkaloids isolated during the last decade including source, structure and analytical/spectral data. The main part of the present review is focused on recent synthesis pathways to the title compounds.

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Section: C-8c-8a-bond Formationmentioning

confidence: 98%

“…Finally, from 86e and 87e the racemic alangia alkaloids alamaridine 86f (= 6, Fig. (1)) and epi-alamaridine 87f can be obtained [45,46] (Scheme 14).…”

Section: Scheme 13mentioning

confidence: 99%

Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

Reimann

2009

COC

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ChemInform Abstract: Protoberberines from Reissert‐Compounds. Part 4. A Novel Synthesis of ( .+‐.)‐Alamaridine and (.+‐.)‐epi‐Alamaridine.

Reimann

Renz

1995

ChemInform

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Phosphane‐Free Pd⁰‐Catalyzed Cycloamination and Carbonylation with Pd(OAc)₂ and Cu(OAc)₂ in the Presence of K₂CO₃: Preparation of Benzocyclic Amines and Benzolactams

Harada¹,

Nishida²,

Uchiito³

et al. 2011

Eur J Org Chem

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Phosphane-free Pd 0 -catalyzed intramolecular aromatic amination was studied. o-Halophenethylamines and 3-(o-halophenyl)propylamines were found to be transformed into indolines and quinolines in a catalytic system based on Pd(OAc) 2 and Cu(OAc) 2 in the presence of K 2 CO 3 . Application of the method to substrates containing isoquinoline rings -the 1-(o-bromobenzyl)-3,4-dihydroisoquinolines 6, the 1-(o-bromobenzyl)-1,2,3,4-tetrahydroisoquinolines 7, and the 1-(o-bromophenethyl)isoquinolines 9 -provided the indolo[2,1-a]isoquinoline and dibenzo[a,f]quinolizine ring

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Protoberberine ausReissert-Verbindungen, 4. Mitt. Eine neue Synthese des (�)-Alamaridins und des (�)-epi-Alamaridins

Cited by 10 publications

References 6 publications

Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

ChemInform Abstract: Protoberberines from Reissert‐Compounds. Part 4. A Novel Synthesis of ( .+‐.)‐Alamaridine and (.+‐.)‐epi‐Alamaridine.

Phosphane‐Free Pd⁰‐Catalyzed Cycloamination and Carbonylation with Pd(OAc)₂ and Cu(OAc)₂ in the Presence of K₂CO₃: Preparation of Benzocyclic Amines and Benzolactams

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Protoberberine ausReissert-Verbindungen, 4. Mitt. Eine neue Synthese des (�)-Alamaridins und des (�)-epi-Alamaridins

Cited by 10 publications

References 6 publications

Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

Recent Strategies for the Synthesis of Protoberberines and Protoberberine Type Compounds

ChemInform Abstract: Protoberberines from Reissert‐Compounds. Part 4. A Novel Synthesis of ( .+‐.)‐Alamaridine and (.+‐.)‐epi‐Alamaridine.

Phosphane‐Free Pd0‐Catalyzed Cycloamination and Carbonylation with Pd(OAc)2 and Cu(OAc)2 in the Presence of K2CO3: Preparation of Benzocyclic Amines and Benzolactams

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Product

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About

Phosphane‐Free Pd⁰‐Catalyzed Cycloamination and Carbonylation with Pd(OAc)₂ and Cu(OAc)₂ in the Presence of K₂CO₃: Preparation of Benzocyclic Amines and Benzolactams